Dyestuffs of the anthraquinone series



Patented June 2, I925.

UNITED STATES P TENT OFFICE.

JAMES BAIDDILEY AND WILLIAM WYNDIELAM TATUM, F MANCHESTER, ENGLAND, ASSIGNORS T0 BRITISH DYESTUFFS CORPORATION LIMITED, 01? MANCHESTER,

ENGLAND.

DYEST'UFFS OF THE; ANTHRAQUINONE SERIES. i

No Drawing.

To all whom it may concern:

Be it known that we, JAMES BADDILEY and WILLIAM WYNDHAM TATUM, subjects of the King of England, and residents of 5 Manchester, in the county of Lancashire, England, have invented certain new and useful Improvements in Dyestuffs of the Anthraquinone Series, of which the following is' a specification. I

We have discovered that new and ,valuable acid dyes of the anthraquinone series are formed when a suitable. aminoanthraquinone is condensed with a carboxylic acid of an alkylene oxide. The condensation can be effected in glacial acetic acid solution with or without the addition of a 7 catalyst such as copper, the condensation product being then converted into a sodium or potassium salt. The new dyestuffs are distinguished particularly by the fact that they dye wool in extraordinarily bright shades having good general fastness proper ties. In addition they are applicable to the dyeing of acetyl silk. Their probable constitution may be represented as R.GH.CHOH.COON8-.

R-(iILCHOILGOONa.

In this formula the symbol R indicates hydrogen, methyl,, phenyl or substituted phenyl residues.

Example.

cook in 190 parts of glacial acetic acid are into the sodium or potassium salt the dye stuff solution is filtered from insoluble mat- 'App1ication filed October 22, 1924. Serial. No. 745,238.

ter and salted out in the usual way. It

dyes wool in a very bright shade of blue.

The condensation appears to be most readily effected with1.4-diaminoanthraquinone but other aminoanthraquinones can be used,

for instance, q-aminoanthraquinone gives a red dyestuff and qzamino-4:liydroxy-anthra- I readily usable in the acid dyebath for dyeing wool on which they yield brightshades fast to milling and with good general fastness properties. On acidifying an aqueous solution the dyes are precipitated. A solution in stron red-brown an the color is destroyed on warming. The specific colorin matter ob tained according to the foregoing example is a dark powder, insoluble in most organic solvents and soluble in water with a blue color. The aqueous solution gives'a blue precipitate on acidification. The color in glacial acetic acid is blue. -A solution in strong sulfuric acid is red-brown and the color isdestroyed on warming.

' Now what we claim is 1. As new articles of manufacture the new dyestuffs whiclf are condensation products of diaminoanthraquinones and a carboxylic acid of an alkylene oxide.

2. As new articles of manufacture the new dyestufl's which are condensation products of diaminoanthraquinones with phenyl glycidic acid, which are soluble in water and dye wool giving bright shades fast to. milling with good genera l fastness properties. 3. Asa new article of "manufacture the new dyestuffs, which is a condensation product of 1.4-diaminoanthraquinone with phenyl glycidic acid which is soluble in the dyebath and dyes wool from the acid bath giving brilliant blue shades fast to milling and having good general fastness properties.

In testimony whereof we have hereunto affixed our signatures.

aAMEs BAIDDIILEY.

WILLIAM WYNDHAM TATUM.

sulfuric acid is brown to Certificate of Correction.

It isherebypettifiedithat in Letters Patent 1,540,738; granted Jirne 2,1925, v

upon the appllcation' of J ames Baddi'ley and William Wyndham Tatumfof Mahchester, England, for an improvement in Dyestuffs 0f the A-nthraquinon'e Seriesf errors appear in the printed specification requiring correction "as-follows: Page strike outlines 45 and 46, comprising the symbols, and insert-instead i 5nd line 47, strike out the Word cook and that the said Letters Patent should be read with these corrections thereiii that the same may conform to the record of the case inthe Patent Ofiice. L Signed and sealed this 21st day of July, A. D. 1925. I

[we] I KARL FENINING,

- Acting Uomn'u'ssimwrof Patents. 5 

